cyclo[D-Ala-D-Ala-D-Leu-Pro-D-Leu-Trp-ObAla(3S-isooctyl)]

Details

• Internal ID: e092b316-aa04-42d6-ac46-ce8b30c34902
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,6R,9R,13S,16S,19R,22S)-16-(1H-indol-3-ylmethyl)-6,9-dimethyl-13-(6-methylheptyl)-3,19-bis(2-methylpropyl)-14-oxa-1,4,7,10,17,20-hexazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone
• InChI: InChI=1S/C45H69N7O8/c1-26(2)15-10-9-11-16-32-24-39(53)47-29(7)40(54)48-30(8)41(55)50-36(22-28(5)6)44(58)52-20-14-19-38(52)43(57)49-35(21-27(3)4)42(56)51-37(45(59)60-32)23-31-25-46-34-18-13-12-17-33(31)34/h12-13,17-18,25-30,32,35-38,46H,9-11,14-16,19-24H2,1-8H3,(H,47,53)(H,48,54)(H,49,57)(H,50,55)(H,51,56)/t29-,30-,32+,35-,36-,37+,38+/m1/s1
• InChI Key: NNBDGOASYKFATB-HTKSYFRWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₉N₇O₈
• Molecular Weight: 836.10 g/mol
• Exact Mass: 835.52076218 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8454	84.54%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4848	48.48%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.7468	74.68%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9723	97.23%
P-glycoprotein inhibitior	+	0.7754	77.54%
P-glycoprotein substrate	+	0.8561	85.61%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8252	82.52%
CYP3A4 inhibition	-	0.6757	67.57%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8883	88.83%
CYP2C8 inhibition	+	0.5718	57.18%
CYP inhibitory promiscuity	-	0.8380	83.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6259	62.59%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8043	80.43%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6983	69.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.9006	90.06%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.6587	65.87%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.6122	61.22%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	+	0.6537	65.37%
PPAR gamma	+	0.7792	77.92%
Honey bee toxicity	-	0.7763	77.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9511	95.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	99.54%	92.97%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.98%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.86%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.76%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.73%	88.56%
CHEMBL321	P14780	Matrix metalloproteinase 9	97.58%	92.12%
CHEMBL1937	Q92769	Histone deacetylase 2	97.34%	94.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.17%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.60%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.13%	93.99%
CHEMBL325	Q13547	Histone deacetylase 1	95.88%	95.92%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.13%	82.38%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.46%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.16%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	92.06%	95.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.80%	91.81%
CHEMBL1902	P62942	FK506-binding protein 1A	90.77%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.17%	97.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.13%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.02%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.96%	99.23%
CHEMBL1978	P11511	Cytochrome P450 19A1	88.54%	91.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	87.08%	91.43%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.87%	94.66%
CHEMBL1949	P62937	Cyclophilin A	85.70%	98.57%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.67%	89.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.46%	96.47%
CHEMBL1951	P21397	Monoamine oxidase A	85.19%	91.49%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.94%	83.10%
CHEMBL228	P31645	Serotonin transporter	84.57%	95.51%
CHEMBL3837	P07711	Cathepsin L	84.51%	96.61%
CHEMBL217	P14416	Dopamine D2 receptor	84.45%	95.62%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.82%	90.24%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.93%	92.95%
CHEMBL230	P35354	Cyclooxygenase-2	82.91%	89.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.82%	97.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.35%	96.25%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.17%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.61%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	80.86%	97.79%
CHEMBL4644	P41968	Melanocortin receptor 3	80.81%	99.52%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.71%	99.18%
CHEMBL1907	P15144	Aminopeptidase N	80.69%	93.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.10%	94.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191208
• LOTUS: LTS0035969
• wikiData: Q105182041